estradiol 3-methyl ether   Click here for help

GtoPdb Ligand ID: 11860

Synonyms: 17β-estradiol methyl ether | 3-Methoxyoestradiol | EDME [1] | PRU-1 [1]
Compound class: Synthetic organic
Comment: 17β-estradiol methyl ether (EDME) behaves as a direct inhibitor of the cation channel TRPML1 [1].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 1
Hydrogen bond donors 1
Rotatable bonds 1
Topological polar surface area 29.46
Molecular weight 286.19
XLogP 4.55
No. Lipinski's rules broken 0
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Canonical SMILES COc1ccc2c(c1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@@H]2O)C
Isomeric SMILES [C@@H]12CC[C@H](O)[C@@]1(C)CC[C@@H]1c3c(CC[C@@H]21)cc(OC)cc3
InChI InChI=1S/C19H26O2/c1-19-10-9-15-14-6-4-13(21-2)11-12(14)3-5-16(15)17(19)7-8-18(19)20/h4,6,11,15-18,20H,3,5,7-10H2,1-2H3/t15-,16-,17+,18+,19+/m1/s1
Selectivity at ion channels
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
TRPML1 Hs Channel blocker - 6.2 – 6.7 pIC50 - 1
pIC50 6.7 (IC50 2.2x10-7 M) [1]
Description: via patch clamp assay
pIC50 6.2 (IC50 6x10-7 M) [1]
Description: via calcium imaging
TRPML1 Hs Inhibitor Inhibition 6.2 pIC50 - 1
pIC50 6.2 (IC50 6x10-7 M) [1]
TRPML2 Hs Inhibitor Inhibition 5.2 pIC50 - 1
pIC50 5.2 (IC50 5.85x10-6 M) [1]
TRPML3 Hs Inhibitor Inhibition 4.7 pIC50 - 1
pIC50 4.7 (IC50 1.95x10-5 M) [1]